If thats the case he should fire it up and spray something flammable around the boots, behind the clutch, see if hes got a leak.I'm still thinking rings or crank seal. I had a crack in my carb boot last ride and it fluctuated the RPM at idle and ran 200 degrees hotter on that side but never died or hard to start.
Iv ran cracked carb boots for quite some time and never notived an isuue other than below 4500-5000rpm it sounds like its running on one lung. Does it sound like crap till you open it up? If he had a torn crank seal wouldnt he have some white plugs?? atleast on the PTO.